[(R)-(benzylamino)(phenyl)methyl]phosphonic acid

• ChemBase ID: 3241
• Molecular Formular: C14H16NO3P
• Molecular Mass: 277.255501
• Monoisotopic Mass: 277.08678001
• SMILES: c1cccc(c1)[C@@H](P(=O)(O)O)NCc1ccccc1
• Canonical SMILES: OP(=O)([C@H](c1ccccc1)NCc1ccccc1)O
• InChI: InChI=1S/C14H16NO3P/c16-19(17,18)14(13-9-5-2-6-10-13)15-11-12-7-3-1-4-8-12/h1-10,14-15H,11H2,(H2,16,17,18)/t14-/m1/s1
• InChIKey: SLMGIUOAZCYKPE-CQSZACIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(R)-(benzylamino)(phenyl)methyl]phosphonic acid
• IUPAC Traditional name: (R)-(benzylamino)(phenyl)methylphosphonic acid
• Synonyms: Alpha-Benzyl-Aminobenzyl-Phosphonic Acid

Database IDs

• PubChem SID: 160966683; 46508262
• PubChem CID: 447336

CALCULATED PROPERTIES

JChem

• Acid pKa: -0.72171277
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.861052
• LogD (pH = 7.4): -0.019301718
• Log P: 0.91378224
• Molar Refractivity: 74.33 cm^3
• Polarizability: 29.281673 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.05
• LOG S: -2.72
• Solubility (Water): 5.24e-01 g/l

DETAILS

DrugBank - DB03577

Drug information: experimental